Experience the ultimate mountain lifestyle with this rarely available residential compound in Aspen's historic core. Boasting a rich history, the property features one of four charming miners' cottages moved from Galena Street in the mid-1960s by Luke Anthony, which has beautifully evolved into a mountain-modern home. Situated on an expansive lot with approved plans for the front Victorian, this property offers incredible building potential, a fabulous rental setup, or a private estate. The compound features two separate structures providing immense space and plenty of parking. The contemporary wing highlights an expansive 3-car garage topped by a spectacular, sun-flooded ADU. A staircase leads to an open main living space with soaring vaulted ceilings, massive windows framing panoramic views, and oversize French doors out to views of Smuggler Mountain. The gourmet kitchen boasts premium stainless appliances and rich cabinetry, flowing into a scenic dining area and adjacent viewing deck. This building also hosts a large bedroom, full bath, laundry closet, and a secondary stacked laundry setup in the garage bay. Complementing the ADU is the charming original Victorian cottage. A welcoming covered front porch invites you to take in awesome views of Aspen Mountain before entering the updated kitchen, dining area, and cozy living room. This home features two comfortable bedrooms and an updated 3/4 bath. Outside, mature shade trees frame a landscaped, sunny backyard patio serving as a private oasis, complete with a hot tub and detached storage shed. The large yard is a wonderful, secure space for all. The unbeatable park-and-walk location means a car is entirely optional. You are steps from hiking up Smuggler Mountain, two blocks from the Rio Grande Trail and Herron Park, one block to the Hunter Creek bus, and 7 blocks to the Aspen Mountain gondola. Summers and winters are equally spectacular at this unrepeatable Matchless Drive compound!